Chill Vibes with Jake Caldwell

Destin, FL

$200 and up

Travels up to 200 miles

Get a free quick quote
Promotional video thumbnail 1 for Chill Vibes with Jake Caldwell

Maroon 5 - Cover of "Sunday Morning"

Promotional video thumbnail 2 for Chill Vibes with Jake Caldwell

The Cure - Cover of "Love Song"

Gallery photo 1 of Chill Vibes with Jake Caldwell

Theater Balcony Stairs Promo

Gallery photo 2 of Chill Vibes with Jake Caldwell

Beach Evening Promo

Gallery photo 3 of Chill Vibes with Jake Caldwell

Woods B&W Promo

Overview

I can provide the right songs and the right volume level for your needs. Are you planning a laid-back understated social event that needs live entertainment that won't interfere with the vibe? Look no further! Low quotes, low maintenance, no added stress. Let me set the tone and serenade your guests with fresh and interesting versions of everyone's favorite popular hits.


Reviews

Be the first to review Chill Vibes with Jake Caldwell

Write a review

Booking information

Price range: $200 and up

Languages: English

Gig length: 60 - 240 minutes

What to expect

Punctuality and professionalism
Consistent performance quality
Audience-centered attitude

About

Hailing from the rolling hills of Tennessee, Jake is a multi-instrumentalist and songwriter whose musical journey began in elementary school. Raised on a steady diet of country roots, blues, and rock 'n' roll, Jake quickly discovered a passion for creating music that blends storytelling with dynamic musical compositions. By his early 20s, his dedication to the drums landed him opportunities touring the world alongside chart-topping country music recording artists while forging new paths with indie and alternative rock artists throughout the Southeast.

Jake’s versatility shines through his ability to move fluidly between guitar, drums, and bass, often layering tracks during live performances to craft rich and immersive vibes. His songs reflect the soul of the South with a modern twist, blending raw emotion with seasoned musicianship.

Whether he's performing solo or collaborating with other artists, Jake brings energy and a deep love for the craft to every stage and studio session. With a growing catalog of original music and an ear for production, Jake is carving out a space all his own in the scene on the Gulf Coast and beyond.

(link hidden)

Additional booking notes

Low maintenance!

Just need a clear, level 4ft X 4ft space to set up. If the event is outdoors, please provide suitable sun shade for safety.

Set list

Amber - 311
Drive - Incubus
Wicked Game - Chris Issak
Someday - Sugar Ray
Orange Blossoms - Goldford
Summertime - Sublime
Tennessee Whiskey - Chris Stapleton
Harvest Moon - Neil Young
Love Somebody - Keith Urban
Friends in Low Places - Garth Brooks
Georgia - John Mayer
Come Monday - Jimmy Buffett
Smooth Operator - Sade
Sunday Morning - Maroon 5
Daisies - Justin Bieber
Upside Down - Jack Johnson
Neon Moon - Brooks and Dunn
Love Song - The Cure
Suitcase - Teddy Swims
Sweet Caroline - Neil Diamond
Everlong - Foo Fighters
Joker - Steve Miller Band
and many more...

Influences and inspiration

80s - 2000s hits from multiple genres

Setup requirements

none

Check out these featured profiles

Featured

Martin Lane

5.0 (20)
9 Verified bookings

  • Defuniak Springs, FL
  • Acoustic Band
  • $500-$5000

Aj C. said “Our group loved Martin Lane. Chip and Laura were very personable and great to work with. We will definitely book them again. ”
Featured

Gilleran's Island Band

5.0 (16)
Top Performer
34 Verified bookings

  • Defuniak Springs, FL
  • Cover Band
  • $300 and up

Suzie P. said “Terra Jean was the soloist at my organization's Bridgerton-themed tea party and she was phenomenal. She is so sweet and talented! Several attendees made a point to ask me about her and compliment... ”
Featured

Kimberly Burke Music

5.0 (7)
7 Verified bookings

  • Santa Rosa Beach, FL
  • Singing Guitarist
  • $200 and up

Kim H. said “Kimberly was engaging, fun, and a wonderful addition to our Wild West Celebration!! ”
Featured

Gavin Southerland music

5.0 (1)
Top Performer
1 Verified booking

  • Pensacola, FL
  • Guitarist
  • Contact for rates

Sam Y. said “Gavin was the absolute man! His talent on guitar, paired with his accompanying setup, created the perfect atmosphere for our pre‑dinner gathering. Great communicator, super flexible, and an all‑around... ”